Headway’s mission is a big one – to build a new mental health care system everyone can access. We’ve built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance.
1 in 4 people in the US have a treatable mental health condition, but the majority of providers don’t accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice.
Headway was founded in 2019. Since then, we’ve grown into a diverse, national network of over 45,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We’re a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.
We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
As Associate General Counsel, Commercial and Corporate, you will be a key strategic leader responsible for building and scaling our corporate and transactional legal functions during a pivotal growth phase. This is a unique opportunity to join a mission-driven healthcare technology company where legal is viewed as a strategic partner in enabling compliant growth. You will oversee all aspects of Headway's commercial relationships, with particular focus on contracts with insurance companies and strategic partners. While we prefer candidates based in New York, we will consider exceptional candidates in the Bay Area and Seattle.
You will:
- Serve as a strategic advisor to the executive team on commercial contracting and corporate governance
- Build and lead high-performing commercial legal team while developing scalable contracting operations
- Develop and implement efficient processes for negotiating, reviewing, and managing agreements with insurance payers and healthcare providers
- Create standardized contract templates, negotiation playbooks, and approval workflows to support rapid scaling
- Establish and oversee contract lifecycle management systems and reporting metrics
- Structure and oversee healthcare-compliant commercial relationships that accommodate multi-state regulatory requirements
- Partner cross-functionally with our Payer, Finance, and Operations teams to enable growth while managing risk
You would be a great fit if you have:
- 8+ years of legal experience with significant in-house leadership experience in commercial contracting
- Deep expertise in healthcare payer contracts, provider agreements, and regulatory frameworks
- Experience establishing efficient commercial contracting processes in high-growth healthcare or healthcare technology companies
- Strong understanding of healthcare corporate structures (MSO, provider networks) and their impact on commercial relationships
- Proven track record scaling legal functions and building high-performing teams
- History of successful cross-functional partnership and executive stakeholder management
- JD from accredited law school and active bar membership in good standing (ability to register as NY in-house counsel required)
Compensation and Benefits:
The expected base pay range for this position is $204,000 - $300,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for performance-based variable compensation and an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
- Benefits offered include:
- Equity Compensation
- Medical, Dental, and Vision coverage
- HSA / FSA
- 401K
- Work-from-Home Stipend
- Therapy Reimbursement
- 16-week parental leave for eligible employees
- Carrot Fertility annual reimbursement and membership
- 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
- Flexible PTO
- Employee Assistance Program (EAP)
- Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience.
Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway employees work remotely across the US, with the option to work from offices in New York City, San Francisco and Seattle. Headway participates in E-Verify. To learn more, click here.
Top Skills
What the Team is Saying
What We Do
Headway is building a new mental healthcare system that everyone can access. We make it easy for people to find quality in-network mental health care by removing historic barriers faced by mental health providers, payers, and patients.
1 in 4 people in the US have a treatable mental health condition, but the vast majority do not get the care they need. The primary reason is cost: the majority of therapists do not accept insurance, meaning paying for therapy is prohibitively expensive for prospective patients. This is where we got our start – Headway has built the first software-enabled network of therapists who accept health insurance, making it easy for therapists to grow their practices, and possible for patients to find quality care they can afford.
Headway was founded in 2019. Since then, we’ve grown into a diverse, national network of over 34,000 mental healthcare providers across all 50 states who run their practice on our software. We’re a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem - across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience.
Headway employees work remotely across the US, with the option to work from our NYC HQ.
Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or to receive other benefits and privileges of employment, please contact [email protected].
Why Work With Us
The demand for mental health care has never been higher, underscoring the need for solutions like Headway that increase accessibility to clinical care. Headway is building a new mental health care system that everyone can access by making it easier for therapists to accept insurance and build their best practice.
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Headway Offices
Remote Workspace
Employees work remotely.
We are a remote first company with the option to work out of our New York City headquarters, San Francisco, or Seattle offices.
